| Coventry City FC v Leyton Orient FC 27/11/1965 | View match | |
| Leyton Orient FC v Bristol City FC 04/12/1965 | View match | |
| Manchester City FC v Leyton Orient FC 11/12/1965 | View match | |
| Middlesbrough FC v Leyton Orient FC 27/12/1965 | View match | |
| Wolverhampton Wanderers FC v Leyton Orient FC 01/01/1966 | View match | |
| Leyton Orient FC v Cardiff City FC 08/01/1966 | View match | |
| Bury FC v Leyton Orient FC 15/01/1966 | £7.00 | |
| Leyton Orient FC v Norwich City FC 22/01/1966 | View match | |
| Huddersfield Town FC v Leyton Orient FC 29/01/1966 | View match | |
| Leyton Orient FC v Crystal Palace FC 05/02/1966 | View match | |
| Preston North End FC v Leyton Orient FC 19/02/1966 | £4.50 | |
| Preston North End FC v Leyton Orient FC 19/02/1966 | £3.00 |